You want a Harley? That is a sure sign of low self-esteem. Remember that no normal person on earth rides, or wants, a Harley. Something is wrong with every one of those people. The best and smartest guys in the whole wide world ride metric cruisers and old ZX-6's. Get one of those, so you can be like those guys. On second thought, I can't think of a better reason to get a Harley.
For about a year, I had my 77 FXS and an 02 Honda VFR in the garage together. That was the best, like having a hot little blonde that came over on weekdays and then the tall brunette with the leather lingere for the weekends. My advice: keep the Duck for the sporting occasions and get the Dyna for the cruising. BTW, the chicks who dig guys our age tend to prefer the HDs...if that's of interest to you. That's NOT why I still have the HD and not the Honda!
If you aren't careful HD will use the evil dark omnipotent power it uses to control all helmet and motorcycle laws and well heck, HD controls the entire world! They'll turn you into their form of an Arkancide... a Harleycide!
Never underestimate to power of Harley. People only think that the wars in places like Iraq and Somalia have anything to do with al-Qaeda or spreading democracy or any of the other subterfuges. Only idiots believe that the problems between Belarus and Russia deal with oil. Oh no. It's all about HD's continued campaign of world domination through it's puppets and running dogs like Putin, Bin Laden and *gasp* the most evil puppet in history... GWB!
Just in case you haven't ridden one yet (the FXDX), don't let the name fool you. Yes, it is sportier than the other big twins offered by the Motor Company, but less sporty than a Street Rod or a Sportster, even.
I'll be 50 in less than a year and I figured it was time too, so last year I bought a nice Dyna, did some mods, bought a few t-shirts and rode the sh*t out of the bike.
Bottom line is I was impressed with the bikes power and reliability, comfort and just plain coolness of it. What I couldn't get behind was the lack of cornering clearence and slow handling. I probably ground a half an inch of metal off the frame and pipe bracket, not to mention some real seat cover tugging moments trying to wrestle the bike around corners when I went in way too hot for the bike.
It depends on your riding enviroment and your riding style. Where I spend alot of my time is in tight switchback type back roads in the mountains where a point and shoot bike with a lot of low end like a Buell or my Triumph, a Bandit or Speed Triple, Ducati Monster etc really shines. A bike like the Dyna just flat didn't work for me. If you do sweepers or more straight line riding then the Harley's fine.
I wish I could have kept the Dyna and got a play bike to go with it but it wasn't in the cards so I traded it on my T 100 which is more my style but still a simple bike.
I'm 82 years old, been taking my vitamins and looking forward to upgrading from my KLR 650 to a supermoto, maybe the Husqvarna SM610 or the new KTM 690SM (once it arrives in the U.S.). Need something that can pull a stoppie or at least stop when needed. With my KLR, its like...I propose to stop...ok MASHING down on the lever! Hmmmm, not stopping very fast at all. I propose to STOP! Downshift, downshift, downshift....ah, thats better.
As you say, there are several reasons why you are not riding your Ducati, and I'll bet that several of them have to do with not wanting any more back and wrist pain. There might also be something to do with not being able to see the clocks quite as sharply as you once did - and therein lies the clue. In the same way that middle-aged people start to hold books at arm's length to see them better, you simply need to sit more upright, and with the clocks further away. You don't have to give up riding Ducatis to do this - you simply have to trade in your Sport for a Multistrada. Or you could go BMW, with a GS or an R1200R. Or, if you want to stay Italian, still crank it over in the corners, yet get that low-down beat that the Harley is using to lure you away from the true path, buy a Guzzi - preferably a Ballabio, because it has an upright seating position and comfortable bars. And white clocks for easy reading! Geezerdom can thus be safely postponed for several years yet.
Dont ask US!! if you like it and it suits your riding style/conditiond --buy it! If after awhile,you lose interest,sell it and buy something else. Turning 40 isnt the end for chrissake;there's still plenty timre to buy other bikes. If the Dynas the one pullin ya and you can find one, go for it.